New approaches to redox catalysis

ORGN 226

Tehshik P. Yoon,, Department of Chemistry, University of Wisconsin-Madison, 1101 University Ave., Madison, WI 53706
Oxidations and reductions are among the most fundamental reactions in organic chemistry, and we are interested in using our understanding of these processes to design novel catalytic reactions. Current research in our group focuses on two general areas of investigation. First, given the key role that polar functional groups play in mediating interactions between bioactive small molecules and their target proteins, reactions that effect the oxidative functionalization of otherwise unfunctionalized organic molecules are of particular importance in organic synthesis. We are interested in understanding how transition metal catalysts can modulate the reactivity of oxaziridines in a variety of oxidation reactions. To date, we have developed methods to synthesize a range of structures, including 1,2-aminoalcohols, 1,3-aminoalcohols, isoxazolidines, piperidines, pyrrolidines, tetrahydroisoquinolines, and other structural motifs that are commonly found in biologically active compounds. Second, we are also developing reactions that do not lead to an overall change in the oxidation state of the substrate but are initiated by one-electron redox processes. In particular, we have developed a strategy that exploits the reactivity of transition metal photocatalysts to perform [2+2] cycloaddition reactions using visible wavelengths of light. By enabling the use of direct sunlight in synthetically useful reactions, we hope to establish a new, environmentally responsible approach to synthetic organic photochemistry.

Young Academic Investigators
8:00 AM-12:00 PM, Monday, August 17, 2009 Walter E. Washington Convention Center -- 207A, Oral

Division of Organic Chemistry

The 238th ACS National Meeting, Washington, DC, August 16-20, 2009